HuagongsheHuagongshe Chemistry Print Report · For research reference only
1(2H)-Quinolinecarboxylic acid, ethyl ester → N-Boc-pyrrolidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1(2H)-Quinolinecarboxylic acid, ethyl ester | HCID 27813 | — |
| Reactant | 4,4'-Diaminobenzanilide | HCID 69917 | — |
| Reactant | 1-[(Tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid | HCID 268472 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-Boc-pyrrolidine | HCID 643455 | 146.6% |
Reaction Steps
4-Amino-N-(4-amino-phenyl)-benzamide (3.00 g) and pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester (6.55 g) were dissolved in DCM (90 mL), and 1-ethoxycarbonyl-1,2-dihydroquinoline (7.88 g) was added. The reaction mixture was stirred at ambient temperature for 17 hours and evaporated under vacuum. Oil was dissolved in ethyl acetate, forming a precipitate, which was collected by vacuum filtration and dried under vacuum, giving 2-(4-{-4-[(pyrrolidine-1′-carboxylic acid tert-butyl ester)-phenylcarbamoyl}-phenylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (7.64 g, 93%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822430B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-851abe264ae2447caeeeb1878922558d |
| Source note | uspto-grants-2014_09 |